Solvent-Free Synthesis of 5-[(Indol-3-yl)-methyl]-2,2-dimethyl-1,3- dioxane-4,6-dione Derivatives under Ultrasonic Irradiation with Succinimide-N-sulfonic Acid Cerium as Catalyst

doi:10.6023/cjoc201401022

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (8): 1687-1691.DOI: 10.6023/cjoc201401022 Previous Articles Next Articles

Notes

无溶剂超声辐射下琥珀酸二酰亚胺磺酸铈催化合成5-[（3-吲哚基）-甲基]-2,2-二甲基-1,3-二噁烷-4,6-二酮衍生物

许招会

江西师范大学化学化工学院南昌 330027

收稿日期:2014-01-25 修回日期:2014-03-13 发布日期:2014-04-15
通讯作者: 许招会 E-mail:gotoxzh@163.com
基金资助:
国家科技攻关计划（No.2001BA323C）和江西省研究生创新基金（No.YC10A51）资助项目.

Solvent-Free Synthesis of 5-[(Indol-3-yl)-methyl]-2,2-dimethyl-1,3- dioxane-4,6-dione Derivatives under Ultrasonic Irradiation with Succinimide-N-sulfonic Acid Cerium as Catalyst

Xu Zhaohui

Department of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330027

Received:2014-01-25 Revised:2014-03-13 Published:2014-04-15
Supported by:
Project supported by the National Science and Technology Project (No. 2001BA323C) and the Graduate Innovation Foundation of Jiangxi Province (No. YC10A51).

Ten kinds of 5-[(indol-3-yl)-methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione derivatives were synthesized by the three component condensation reaction of indole with aldehydes and 2,2-dimethyl-1,3-dioxane-4,6-dione using succinimide-N-sulfonic acid cerium as catalyst under solvent-free and ultrasonic irradiation. The results indicated that the yields ranged from 68.9% to 96.7%, when using 3% (molar fraction) succinimide-N-sulfonic acid cerium and reacting at 30℃ for 30 to 60 min. Furthermore, a proposed reaction mechanism for the reaction catalyzed by succinimide-N-sulfonic acid cerium was speculated. The main advantages of the present procedure were milder conditions, shorter reaction time and higher yields. Further study showed that succinimide-N-sulfonic acid cerium was environmentally friendly and reused for six times without any noticeable decrease in the catalytic activity．

Key words: 2,2-dimethyl-1,3-dioxane-4,6-dione, succinimide-N-sulfonic acid cerium, aldehydes, three component condensation reaction

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Xu Zhaohui. Solvent-Free Synthesis of 5-[(Indol-3-yl)-methyl]-2,2-dimethyl-1,3- dioxane-4,6-dione Derivatives under Ultrasonic Irradiation with Succinimide-N-sulfonic Acid Cerium as Catalyst[J]. Chin. J. Org. Chem., 2014, 34(8): 1687-1691.

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无溶剂超声辐射下琥珀酸二酰亚胺磺酸铈催化合成5-[（3-吲哚基）-甲基]-2,2-二甲基-1,3-二噁烷-4,6-二酮衍生物

Solvent-Free Synthesis of 5-[(Indol-3-yl)-methyl]-2,2-dimethyl-1,3- dioxane-4,6-dione Derivatives under Ultrasonic Irradiation with Succinimide-N-sulfonic Acid Cerium as Catalyst

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